Title: Book the Best HISTORIC Hotels in Montepulciano in 2026 | Expedia.ca [Montepulciano Travel Guide](https://expedia.ca/Montepulciano.dx601351)[Hotels in Montepulciano](https://expedia.ca/Montepulciano-Hotels.d601351.Travel-Guide-Hotels)[Vacation Rentals in Montepulciano](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals)[Flights to Montepulciano](https://expedia.ca/Cheap-Flights-To-Montepulciano.d601351.Travel-Guide-Flights)[Things to do in Montepulciano](https://expedia.ca/Things-To-Do-In-Montepulciano.d601351.Travel-Guide-Activities)[Montepulciano Car Rentals](https://expedia.ca/Car-Rentals-In-Montepulciano.d601351.Car-Rental-Guide)[Montepulciano Vacation Packages](https://expedia.ca/Montepulciano.d601351.Destination-Travel-Guides) ![Montepulciano featuring landscape views, heritage architecture and a city](https://images.trvl-media.com/place/601351/8e058793-a90b-4fbe-bc1c-fe0b632a5e96.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Montepulciano from CA $139 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Montepulciano Historic Hotels Tonight [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-03&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-04&endDate=2026-01-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=601351&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montepulciano historic hotels ![55-inch Smart TV with satellite channels, TV, Netflix](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e99138c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6770de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Bathroom](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6b1f2619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, bathrobes, slippers](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/28ba7ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Carletti [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) Montepulciano 9.8/10 Exceptional (241) "Excelente hotel." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) jorge CA $288 CA $324 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/c477a48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/17ae36fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/36720704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenza Fabroni [](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) Montepulciano 8.8/10 Excellent (94) "gorgeous historical property, very attentive host, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $120 CA $139 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/b24d7de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/1697953a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/88341026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34730000/34724300/34724206/cf1efb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dragoncello Suite with four-poster bed [](https://www.expedia.ca/Montepulciano-Hotels-Tarragon-Suite-Of-The-Dimora-DellErbe.h34724206.Hotel-Information) Montepulciano 10/10 Exceptional (3) "My husband and I stayed here for our honeymoon/babymoon and had the BEST time! Francesca was so kind and helpful from start to finish. Our only regret is that we didn't stay here longer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katija S. CA $241 CA $241 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Montepulciano-Hotels-Tarragon-Suite-Of-The-Dimora-DellErbe.h34724206.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/6bfc0883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Valley View | Bathroom](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/1ff7f88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/12f79b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Italia [](https://www.expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) Cortona Old Town 9.0/10 Wonderful (289) "The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Neha CA $159 CA $179 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/9815a198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/ff5236c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | View from room](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/fdc14dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/8000000/7780000/7778900/7778813/ac6c76e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Granaione [](https://www.expedia.ca/Rapolano-Terme-Hotels-Antico-Granaione.h7778813.Hotel-Information) Rapolano Terme 9.8/10 Exceptional (60) "old fashion building, clean and affordable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene [](https://www.expedia.ca/Rapolano-Terme-Hotels-Antico-Granaione.h7778813.Hotel-Information) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/0411b3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/025dd887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/8d91f199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa [](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) Cortona Old Town 10/10 Exceptional (257) "Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Florence and Robert CA $464 CA $516 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castiglion del Bosco, A Rosewood Hotel [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) Montalcino 10/10 Exceptional (71) "Wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Talib CA $1,448 CA $1,609 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9d4ea066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, internet](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2513fe04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9be37908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) Siena CA $9,630 CA $9,630 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/5ff3c1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d909396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/4589cff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gelda house, relax with a view [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) Castelnuovo dell'Abate 9.6/10 Exceptional (14) "Loved our stay...lovely and quiet..great location " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Lisa K. CA $161 CA $229 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Single Room, 1 Single Bed, Private Bathroom, City View | View from room](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/6b57812f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room, Private Bathroom, City View | Exterior](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/fe6f317e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/9395e2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Private Bathroom, City View | Bathroom](https://images.trvl-media.com/lodging/24000000/23070000/23063500/23063422/6a93c509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B San Francesco [](https://www.expedia.ca/Cortona-Hotels-BB-San-Francesco.h23063422.Hotel-Information) Cortona Old Town 8.8/10 Excellent (56) "The B&B is charming, the location is perfect, and Beatrice and the staff are so nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $116 CA $155 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Cortona-Hotels-BB-San-Francesco.h23063422.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-17&endDate=2026-01-18®ionId=601351&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Montepulciano Hotel Reviews ![Il Tosco](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/3e489ee1_y.jpg) ### Il Tosco 10/10 Excellent "Best stay of my life!" [](https://expedia.ca/Montepulciano-Hotels-Il-Tosco.h6309554.Hotel-Information) ![Palazzo Nobile di San Donato](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/25d78afd_y.jpg) ### Palazzo Nobile di San Donato 10/10 Excellent "The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. " [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "gorgeous spot below the town, what an incredible view from the balcony " [](https://expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Podere La Rocca](https://images.trvl-media.com/lodging/6000000/5140000/5136800/5136719/26ddd5ee_y.jpg) ### Podere La Rocca 10/10 Excellent "Awesome.place to be and Antonio is a star at the restaurant." [](https://expedia.ca/Montepulciano-Hotels-Podere-La-Rocca.h5136719.Hotel-Information) ![Hotel I Due Cigni](https://images.trvl-media.com/lodging/2000000/1260000/1250300/1250287/34bbee35_y.jpg) ### Hotel I Due Cigni 10/10 Excellent "Love, love, loved this hotel. Perfect location, superb breakfast, absolutely wonderful family run hotel! I highly recommend staying at this hotel and visiting the area. Easy to get around with a car or utilizing the bus system. Definitely will stay here again. Thank you, Simonetta, Mateo, Anna and the dad for a wonderful stay." [](https://expedia.ca/Montepulciano-Hotels-Hotel-I-Due-Cigni.h1250287.Hotel-Information) ![La Locanda di San Francesco](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc_y.jpg) ### La Locanda di San Francesco 10/10 Excellent "You will be staying at an inn with fantastic staff, breathtaking views and just wonderful. Caveat, not easy for people with mobility issues. " [](https://expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information) ![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg) ### Hotel La Terrazza di Montepulciano 10/10 Excellent "Perfect location - could walk everywhere. Roberto and his wife were incredible hosts. They treated us like family. They served us a delicious breakfast, gave us information about restaurants and wine tastings, provided help with transportation. We hope to return soon. This place is a gem. The hosts make it very special. " [](https://expedia.ca/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) ![Palazzo Carletti](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e99138c8_y.jpg) ### Palazzo Carletti 10/10 Excellent "Beautiful hotel in a beautiful little town. Staff was very nice and helpful; breakfast was excellent and check in communication was top notch." [](https://expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Montepulciano? ### What's the best accommodation in Montepulciano to absorb the local history? ### How many historically relevant hotels are there in Montepulciano? ### What are the must-see historical sites and other places to visit in Montepulciano? ### What is a historic hotel like in Montepulciano? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Montepulciano have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Val d'Orcia ](https://www.expedia.ca/4Star-Val-DOrcia-Hotels.s40-0-d6047918.Travel-Guide-Filter-Hotels) - [5 Star Hotels in La Foce ](https://www.expedia.ca/5Star-La-Foce-Hotels.s50-0-d6077925.Travel-Guide-Filter-Hotels) - [Acquaviva Hotels ](https://www.expedia.ca/Acquaviva-Hotels.d6047638.Travel-Guide-Hotels) - 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